2-Chloro-4-phenylphenol

Base Information

• Chemical Name: 2-Chloro-4-phenylphenol
• CAS No.: 92-04-6
• Molecular Formula: C12H9 Cl O
• Molecular Weight: 204.656
• Hs Code.: 2907199090
• European Community (EC) Number: 202-120-0
• NSC Number: 3858
• UNII: 229K1W6JFY
• DSSTox Substance ID: DTXSID80870425
• Nikkaji Number: J4.647G
• Wikidata: Q27253643
• NCI Thesaurus Code: C61619
• ChEMBL ID: CHEMBL406630
• Mol file: 92-04-6.mol

Synonyms:2-chloro-4-phenylphenol

Chemical Property of 2-Chloro-4-phenylphenol

Chemical Property:

• Vapor Pressure: 0.000236mmHg at 25°C
• Melting Point: 75°C
• Refractive Index: 1.5990 (estimate)
• Boiling Point: 315.4°C at 760 mmHg
• Flash Point: 144.6°C
• PSA: 20.23000
• Density: 1.239g/cm³
• LogP: 3.71260
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 204.0341926
• Heavy Atom Count: 14
• Complexity: 177

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Chloro-4-phenylphenol >96.0%(GC) ^*data from reagent suppliers

Safty Information:

• Statements: 22-36/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Halogenated Polyaromatics
• Canonical SMILES: C1=CC=C(C=C1)C2=CC(=C(C=C2)O)Cl

Technology Process of 2-Chloro-4-phenylphenol

There total 12 articles about 2-Chloro-4-phenylphenol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

4-bromo-2-chlorophenol (3964-56-5) + phenylboronic acid (98-80-6) → 2-chloro-4-phenylphenol (92-04-6)

Guidance literature:

With sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,2-dimethoxyethane; water; at 95 ℃;

DOI:10.1016/S0968-0896(03)00303-1

Reference yield: 98.9%

4-Phenylphenol (92-69-3) → 2-chloro-4-phenylphenol (92-04-6)

Guidance literature:

With N-chloro-N-(benzenesulfonyl)benzenesulfonamide; In acetonitrile; at 20 - 25 ℃; for 0.0833333h; Green chemistry;

DOI:10.1016/j.tetlet.2020.152689

Reference yield: 82.0%

2-((3-chloro-[1,1'-biphenyl]-4-yl)oxy)pyridine → 2-chloro-4-phenylphenol (92-04-6)

Guidance literature:

2-((3-chloro-[1,1'-biphenyl]-4-yl)oxy)pyridine; With methyl trifluoromethanesulfonate; In toluene; at 100 ℃; for 2h; Inert atmosphere; Schlenk technique;

With sodium; In methanol; at 80 ℃; for 0.5h; Inert atmosphere; Schlenk technique;

DOI:10.1039/c7ra09939h

upstream raw materials:

4-Phenylphenol

sodium 4-phenylphenoxide

sodium tetraphenyl borate

2,4-dichlorophenol

Downstream raw materials:

Cyclopropancarbonsaeure-3'-chlorbiphenyl-4'-ylester

1-(4-fluorophenyl)-4-(2-pentyl-5-phenylbenzo[b]furan-7-yl)piperazine

N-(2-pentyl-5-phenylbenzo[b]furan-7-yl)piperidin-1-amine

N-isopropyl-2-pentyl-5-phenylbenzo[b]furan-7-amine

Refernces

• 1、 Xiong, Xiaodong,Yeung, Ying-Yeung. "Ammonium Salt-Catalyzed Highly Practical Ortho-Selective Monohalogenation and Phenylselenation of Phenols: Scope and Applications". . p. 4033 - 4043. Retrieved 2018/05/22.
• 2、 Yin, Zhiwei,Zhang, Jinzhu,Wu, Jing,Green, Riana,Li, Sihan,Zheng, Shengping. "Synthesis of o-chlorophenols via an unexpected nucleophilic chlorination of quinone monoketals mediated by N,N′-dimethylhydrazine dihydrochloride". supporting information. p. 2854 - 2858. Retrieved 2014/05/06.